Fairfield, CT Homes for Sale with Acreage

Welcome to one of Greenfield Hill's most distinguished residences-an extraordinary 9,700+ sq. ft. Colonial estate nestled on 2 pristine acres in one of Fairfield's most prestigious enclaves. This 5-6 bedroom architectural masterpiece combines timeless elegance with modern luxury, offering an unparalleled lifestyle just moments from town. From first look, the home's unrivaled curb appeal

Michael Debiase Keller Williams Realty

Nestled in the heart of historic Greenfield Hill, just steps from the iconic town green, this timeless 1840 Colonial has been meticulously restored and thoughtfully expanded to meet the needs of today's discerning buyer. With a provenance that includes architectural contributions by Cameron Clark (1930s) and Jim Thompson (2004), this home is a blend of historic integrity and modern elegance. Set

Andrew Whiteley Brown Harris Stevens

Modern elegance meets estate living at 88 Merry Meet Circle, set on 3+ manicured acres in Fairfield's premier community, The Ridge. Perfectly positioned where Fairfield meets Westport, this gracious colonial manor offers 4+ bedrooms, 6 Full/2 half baths, and 4 finished levels just minutes from vibrant downtowns, beaches, dining, and trains. A grand two-story foyer with custom staircase and

Erin Bremen melson The Agency

Prepare to be wowed by this extraordinary estate featuring six bedrooms and ten-and-a-half bathrooms, spanning four meticulously designed floors. Enter through a breathtaking two-story grand foyer, leading into beautifully appointed formal and informal rooms perfect for entertaining and a gourmet kitchen that any discerning chef would envy. The luxurious primary suite serves as a private

Anissa Paolillo Redfin Corporation

Welcome to Summer Tree Gardens, an extraordinary stately home nestled on over 2 acres of meticulously maintained grounds in the prestigious Greenfield Hill neighborhood of Fairfield, CT. This expansive 7,269 sq. ft. home boasts 5 en-suite bedrooms, 8.5 baths, and an array of luxurious features that blend timeless elegance with modern updates. The home was built by builder Christer Krook. Step

Ken Osborn Higgins Group Bedford Square

Don't be fooled by the name - Sturges Highway is a quiet street in a pretty part of Westport - New Mechanical Systems including a New Furnace, New Roth Oil Tank and 80 gallon hot water tank along with a Full House Generator ensure the home is in top condition. Relaxed, entertaining luxury with all the bells and whistles....Privacy, serenity and convenience featuring Entertaining at it's finest -

Lainie Floyd William Pitt Sotheby's Int'l

Refined living awaits on Boxwood Lane, a prime Hunt Club cul-de-sac featuring tranquil private entrances to stately colonial style homes. From its cobblestone-lined, semi-circular driveway to the backyard pool and bluestone patio oasis, the grounds of 5 Boxwood Lane are simply spectacular. The home itself stands apart, meticulously designed with exquisite details and custom amenities. Four

Karen Scott Compass Connecticut, LLC

Design Your Dream Home with an Award-Winning Builder. Step into a world of elegance and sophistication with a soon-to-be-built 6,600 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location, architectural

Annie Klyver Higgins Group Real Estate

Nestled on two wooded acres in the coveted Greenfield Hill district, this extensively updated classic center hall colonial is the quintessential New England charmer. Thoughtfully equipped with premium touches, this four bedroom, 2.5 bath home boasts Bosch appliances, custom cabinetry, quartz countertops, hardwood floors throughout, exquisite light fixtures, and a seamless floorplan. All bedrooms

Katherine Fassman Higgins Group Real Estate

Located in highly sought-after WINTON PARK, this property features an in-ground POOL, fenced rear yard, stone walls and stone drive flanked by flowering pear trees, culminating in a front courtyard. Winton Park is a private assoc with one-plus acre zoning within walking distance of charming downtown Fairfield. Just a short walk to the train, schools, shopping and dining. Bike to the beach! Built

Denise Walsh William Raveis Real Estate

Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

Andrew Whiteley Brown Harris Stevens

Paddock Hill Manor is a stunning French Colonial home on 2.03 lush-green acres in the area's pre-eminent gated community, The Ridge. Majestically located on a quiet cul-de-sac steps from Patterson Country Club Golf C. The home blends grandeur and sophistication for entertaining and daily living. Natural light floods the newly painted interiors and refinished hardwood flrs. The grand two-story

Sholeh Janati Weinbaum Higgins Group Bedford Square

"Pebbles" | Iconic Sasco Hill Estate Timeless Design. Storied Past. Unrivaled Views. A distinguished Georgian Revival estate set on nearly 3 acres, the largest lot along this coveted stretch of Sasco Hill. With sweeping, unobstructed views of the Country Club of Fairfield, Southport Harbor, Long Island Sound, and the Manhattan skyline, this iconic property offers an extraordinary blend of

Wendy Ryan Brown Harris Stevens

5,000+ sq ft with 4 full floors of living space! 3 en suite bedrooms, including Primary, and laundry together on 2nd floor. Finished upper level w/1/2 bath perfect for gym, office or rec room, fully finished lower level w/separate entrance/walk-out and full bath perfect for in-law, au pair. Private yet close to everything! 12 minutes to downtown Westport, 9 Minutes to Black Rock Tnpk., 10 minutes

Georgia Rojas Coldwell Banker Realty

27+ acres of serene land along the Aspetuck River spreading between Fairfield and Weston. (7 acres in Fairfield). A rare opportunity to build your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold

Kim Tromba Keller Williams Realty

Discover your private sanctuary at the end of a serene cul-de-sac in Greenfield Hill. This country compound spans 4.5 picturesque acres, enveloping a French-inspired main house with 6 BRs, 4.2 baths, and an enchanting English garden. Step into the elegant formal living and dining rooms, both warmed by inviting FPs, setting the stage for memorable moments. The custom gourmet kitchen, designed for

Linna Yuen Coldwell Banker Realty

Located in the heart of Greenfield Hill at the top of Bronson Road, this iconic Connecticut estate sits on 2+ beautifully landscaped acres with distant water views of Long Island Sound. Across from a majestically developed family and horse-farm compound and outside the historic district, this home blends old-world charm with modern comforts. Originally built in 1844 and significantly expanded and

Tara Hawley Coldwell Banker Realty

Stop scrolling - this could be THE ONE! Stunning 4BR Colonial with thoughtful open floor plan, sited in the highly desirable neighborhood of lower Greenfield Hill. This exquisite home has been beautifully renovated from top to bottom with high-end finishes - Designer lighting, custom cabinetry, shiplap, and grasscloth wall coverings, to name just a few. The sprawling, fully fenced, private

Carol Langeland William Pitt Sotheby's Int'l

Welcome to your prestigious estate in Fairfield's coveted Greenfield Hill. Set back from the road, with fresh paint and new roof, this meticulously maintained elegant residence merges timeless design with modern luxury across 4,606SF of refined living space on a sprawling 2.1AC. Professional gardens and lawns provide privacy. Enjoy music from the sound system as you find hardwood floors sweeping

James Barone Compass Connecticut, LLC

27+ acres of serene land along the Aspetuck River spreading between Weston and Fairfield. A rare opportunity to build your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold together. *See attached

Kim Tromba Keller Williams Realty

Unique opportunity to build a single family home on this bucolic 4.75 acre property surrounded by stone walls located on the Fairfield - Easton Border. 90 % of the property is located in the Estate section of Easton with the remaining 10 % in the Greenfield Hill section of Fairfield. Enjoy the charm of Easton and the nearby Brett Wood open land conservation area, as well as being able to enjoy

Elizabeth Tritschler William Raveis Real Estate

Design Your Dream Home with an Award-Winning Builder Step into a world of elegance and sophistication with a soon-to-be-built 6,600 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs, sleek modern lines, and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location,

Annie Klyver Higgins Group Real Estate

Looking for a great opportunity to live in Lower Easton? Don't miss this well maintained 4 bedroom, 2.5 bath Dutch Colonial situated on a level 1 acre corner lot. This charming home features hardwood floors throughout, a classic layout and spacious living areas perfect for both relaxing and entertaining. Located in one of Easton's most desirable neighborhoods, this home offers the ideal

Laura Parkington William Raveis Real Estate